Record Information
Version1.0
Created at2020-03-18 23:23:29 UTC
Updated at2020-11-18 16:34:43 UTC
CannabisDB IDCDB000065
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHexyl acetate
DescriptionHexyl acetate, also known as N-hexyl ethanoate or hexyl acetic acid, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Hexyl acetate is a very hydrophobic molecule, practically insoluble in water, very soluble in alcohols and relatively neutral. It is a naturally occurring organic compound found in many fruits such as apples and plums. Hexyl acetate is a sweet, apple, and banana tasting compound and has a fruity odor. Hexyl acetate is found in the highest concentrations in highbush blueberries and has been detected in alcoholic beverages, pears, oats, roman camomiles, and sweet cherries making it a potential biomarker for the consumption of these foods. Hexyl acetate is one of the simple esters that have been identified in cannabis plant (PMID: 6991645 ). Hexyl acetate is mainly used as a solvent for resins, polymers, fats and oils and as a paint additive to improve its dispersion on a surface ( Ref:DOI ).
Structure
Thumb
Synonyms
ValueSource
N-Hexyl ethanoateChEBI
N-Hexyl ethanoic acidGenerator
Hexyl acetic acidGenerator
1-Hexyl acetateHMDB
1-Octanamine, hydrochlorideHMDB
Acetate C6HMDB
Acetic acid N-hexyl esterHMDB
Acetic acid, hexyl esterHMDB
FEMA 2565HMDB
Hexyl alcohol, acetateHMDB
Hexyl ester OF acetic acidHMDB
Hexyl ethanoateHMDB
Methylamyl acetateHMDB
N-Hexyl acetateHMDB
Chemical FormulaC8H16O2
Average Molecular Weight144.21
Monoisotopic Molecular Weight144.115
IUPAC Namehexyl acetate
Traditional Namehexyl acetate
CAS Registry Number142-92-7
SMILES
CCCCCCOC(C)=O
InChI Identifier
InChI=1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3
InChI KeyAOGQPLXWSUTHQB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-81 °CNot Available
Boiling Point155–156 °CWikipedia
Water Solubility0.51 mg/mL at 25 °CNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.02ALOGPS
logP2.14ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.49 m³·mol⁻¹ChemAxon
Polarizability17.57 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-f72b4cda7606150aa8042015-03-01View Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-a501dc38f24dd902d772Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-8bde2be982cc06c303c6Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0a5c-9000000000-6b68e54666d458c23e6bSpectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-d6e7e57e88fb673af069Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-88601f99d038175f4279Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-a501dc38f24dd902d772Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-8bde2be982cc06c303c6Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0a5c-9000000000-6b68e54666d458c23e6bSpectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-d6e7e57e88fb673af069Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-88601f99d038175f4279Spectrum
Predicted GC-MSHexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-3491fb3e8a6ab76ee998Spectrum
Predicted GC-MSHexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-4900000000-28caa8bae540fff6cabf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9200000000-18516c816e1df27baa972016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-1a25a9f1204ec52e74df2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-5900000000-c31f6fce2a7579cc03eb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9300000000-50527105286023147cca2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-898dec7fbf687dff6f202016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-9000000000-14261d9db48ae9874c3a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9000000000-baac9328bd41e72b1fb62021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-3db04ec4ac853aef0df92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-2ac8b7ac46df462cdaaa2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-c01bbbf5bed889264ddb2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-3e44aaba3cc3df1090372021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Taste receptor type 1 member 3TAS1R31p36.33Q7RTX0 details
Taste receptor type 1 member 2TAS1R21p36.13Q8TE23 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0029980
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001267
KNApSAcK IDC00035701
Chemspider ID8568
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHexyl_acetate
METLIN IDNot Available
PubChem Compound8908
PDB IDNot Available
ChEBI ID87510
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]